6-Bromo-1,2-dihydro-2-(4-trifluoromethylphenyl)-1-(2-trimethylsilylethoxymethyl)-3H-indazol-3-one | 852620-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-Bromo-1,2-dihydro-2-(4-trifluoromethylphenyl)-1-(2-trimethylsilylethoxymethyl)-3H-indazol-3-one
• 英文别名: 6-Bromo-1,2-dihydro-2-(4-trifluoromethylphenyl)-1-(2-trimethylsilyl ethoxymethyl)-3H-indazol-3-one；6-bromo-2-[4-(trifluoromethyl)phenyl]-1-(2-trimethylsilylethoxymethyl)indazol-3-one
• CAS: 852620-83-8
• 化学式: C₂₀H₂₂BrF₃N₂O₂Si
• 分子量: 487.392
• InChiKey: SKSUPKNECIXXFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-Bromo-1,2-dihydro-2-(4-trifluoromethylphenyl)-1-(2-trimethylsilylethoxymethyl)-3H-indazol-3-one 在 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 联硼酸频那醇酯 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 37.0h， 生成 1,2-dihydro-6-(3-methyl-2-pyridinyl)-2-(4-trifluoromethylphenyl)-3H-indazol-3-one
  参考文献：
  名称：

  The search for novel TRPV1-antagonists: From carboxamides to benzimidazoles and indazolones

  摘要：

  Based on a series of diaryl amides the corresponding inverse amides have been found to be potent TRPV1 receptor antagonists. Benzimidazole and indazolone derivatives prepared retained good potency in vitro and indazolone 4a was identified as a novel TRPV1 receptor antagonist suitable for evaluating orally in animal models of analgesia. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.004
• 作为产物：
  描述：

  2-azido-4-bromobenzoic acid 在 4-二甲氨基吡啶 、 氢氧化钾 、 氯化亚砜 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 44.25h， 生成 6-Bromo-1,2-dihydro-2-(4-trifluoromethylphenyl)-1-(2-trimethylsilylethoxymethyl)-3H-indazol-3-one
  参考文献：
  名称：

  The search for novel TRPV1-antagonists: From carboxamides to benzimidazoles and indazolones

  摘要：

  Based on a series of diaryl amides the corresponding inverse amides have been found to be potent TRPV1 receptor antagonists. Benzimidazole and indazolone derivatives prepared retained good potency in vitro and indazolone 4a was identified as a novel TRPV1 receptor antagonist suitable for evaluating orally in animal models of analgesia. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.004

文献信息

• [EN] INDAZOL-3-ONES AND ANALOGUES AND DERIVATIVES THEREOF WHICH MODULATE THE FUNCTION OF THE VANILLOID-1 RECEPTOR (VR1)<br/>[FR] INDAZOL-3-ONES ET ANALOGUES ET DERIVES MODULANT LA FONCTION DU RECEPTEUR VANILLOIDE-1 (VR1)
  申请人：MERCK SHARP & DOHME

  公开号：WO2005049601A1

  公开（公告）日：2005-06-02

  Compounds of formula (I), which are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).

  化合物的化学式（I），在治疗疼痛和其他通过调节辣椒素-1受体（VR1）功能而改善的疾病方面非常有用。
• Indazol-3-ones and analogues and derivatives thereof which modulate the function of the vanilloid-1 receptor (vr1)
  申请人：Burkamp Frank

  公开号：US20070129374A1

  公开（公告）日：2007-06-07

  Compounds of formula (I), which are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).

  公式为（I）的化合物，可用作治疗化合物，特别是在疼痛治疗和通过调节vanilloid-1受体（VR1）功能改善的其他病症治疗中有用。
• Indazol-3-ones and analogues and derivatives thereof which modulate the function of the vanilloid-1 receptor (VR1)
  申请人：Merck Sharp & Dohme Ltd.

  公开号：US07449585B2

  公开（公告）日：2008-11-11

  Compounds of formula (I), which are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).

  公式（I）的化合物，可用作治疗化合物，特别用于治疗通过调节vanilloid-1受体（VR1）的功能改善的疼痛和其他病症。